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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 46, 2016 - Issue 7
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Original Articles

POCl3-mediated synthesis of 2-substituted benzimidazolyl-coumarin, benzimidazolyl-indole, and styrylbenzimidazole derivatives

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Pages 626-635 | Received 30 Dec 2015, Published online: 11 Mar 2016
 

ABSTRACT

2-Substituted benzimidazolyl heterocycles and styrylbenzimidazoles have been synthesized by the reaction of substituted o-phenylenediamine with different heterocyclic carboxylic acids and cinnamic acid respectively in the presence of POCl3 as a solvent and catalyst. The proposed reaction has advantageous features of good yields, short reaction times, and operational simplicity. In addition, the scope and limitations were explored, and a plausible reaction mechanism was proposed. The synthesized molecules were characterized by infrared, 1H NMR, 13C NMR, and mass spectral data. Further, single crystals of 2-(1H-indol-2-yl)-1H-benzo[d]imidazole have been developed and structural parameters were collected from x-ray diffraction data.

GRAPHICAL ABSTRACT

Acknowledgments

The authors acknowledge the University Scientific Instrumentation Centre (USIC), Karnatak University, Dharwad, for SC-XRD and analytical data.

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